Guanidine–Guanidinium Cooperation in Bifunctional Artificial Phosphodiesterases Based on Diphenylmethane Spacers; gem-Dialkyl Effect on Catalytic Efficiency
Тип публикации: Journal Article
Дата публикации: 2013-06-26
SCImago Q2
WOS Q1
БС1
SJR: 0.604
CiteScore: 5.8
Impact factor: 3.3
ISSN: 00223263, 15206904
PubMed ID:
23772969
Organic Chemistry
Краткое описание
Diphenylmethane derivatives 1-3, decorated with two guanidine units, are effective catalysts of HPNP transesterification. Substitution of the methylene group of the parent diphenylmethane spacer with cyclohexylidene and adamantylidene moieties enhances catalytic efficency, with gem-dialkyl effect accelerations of 4.5 and 9.1, respectively. Activation parameters and DFT calculations of the rotational barriers around the C-Ar bonds indicate that a major contribution to the driving force for enhanced catalysis is entropic in nature.
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Salvio R., Mandolini L., Savelli C. Guanidine–Guanidinium Cooperation in Bifunctional Artificial Phosphodiesterases Based on Diphenylmethane Spacers; gem-Dialkyl Effect on Catalytic Efficiency // Journal of Organic Chemistry. 2013. Vol. 78. No. 14. pp. 7259-7263.
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Salvio R., Mandolini L., Savelli C. Guanidine–Guanidinium Cooperation in Bifunctional Artificial Phosphodiesterases Based on Diphenylmethane Spacers; gem-Dialkyl Effect on Catalytic Efficiency // Journal of Organic Chemistry. 2013. Vol. 78. No. 14. pp. 7259-7263.
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TY - JOUR
DO - 10.1021/jo401085z
UR - https://doi.org/10.1021/jo401085z
TI - Guanidine–Guanidinium Cooperation in Bifunctional Artificial Phosphodiesterases Based on Diphenylmethane Spacers; gem-Dialkyl Effect on Catalytic Efficiency
T2 - Journal of Organic Chemistry
AU - Salvio, Riccardo
AU - Mandolini, Luigi
AU - Savelli, Claudia
PY - 2013
DA - 2013/06/26
PB - American Chemical Society (ACS)
SP - 7259-7263
IS - 14
VL - 78
PMID - 23772969
SN - 0022-3263
SN - 1520-6904
ER -
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BibTex (до 50 авторов)
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@article{2013_Salvio,
author = {Riccardo Salvio and Luigi Mandolini and Claudia Savelli},
title = {Guanidine–Guanidinium Cooperation in Bifunctional Artificial Phosphodiesterases Based on Diphenylmethane Spacers; gem-Dialkyl Effect on Catalytic Efficiency},
journal = {Journal of Organic Chemistry},
year = {2013},
volume = {78},
publisher = {American Chemical Society (ACS)},
month = {jun},
url = {https://doi.org/10.1021/jo401085z},
number = {14},
pages = {7259--7263},
doi = {10.1021/jo401085z}
}
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MLA
Скопировать
Salvio, Riccardo, et al. “Guanidine–Guanidinium Cooperation in Bifunctional Artificial Phosphodiesterases Based on Diphenylmethane Spacers; gem-Dialkyl Effect on Catalytic Efficiency.” Journal of Organic Chemistry, vol. 78, no. 14, Jun. 2013, pp. 7259-7263. https://doi.org/10.1021/jo401085z.
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